Road trip from Fredericksburg to Winter Haven
All Category
Sights & Landmarks
Water & Amusement Parks
Outdoor Activities
Shopping
Concerts & Shows
Nightlife
Fun & Games
Show more (4+)
All Category
Sights & Landmarks
Water & Amusement Parks
Outdoor Activities
Shopping
Concerts & Shows
Nightlife
Fun & Games
Museums
Food & Drink
Nature & Parks
Reset
Show less
ITINERARY
15h 46m848 miles28 stops
1
Chop Suey Books
2
St. Paul's Episcopal Church
3
Shockoe Bottom African Burial Ground
4
Rockwood Park
5
North Carolina Museum of History
Explore more than 14,000 years of North Carolina history, from the state's earliest inhabitants through the 20th century. The major exhibition The Story of North Carolina features fascinating artifacts, multimedia presentations, and an interactive format for all ages. Other exhibits highlight the state's military history, sports heroes, decorative arts and more. Monthly programs include children's programs, craft demonstrations and family events. The Museum Shop, featuring North Carolina crafts, and the on-site restaurant Pharaoh's at the Museum are open daily. Admission is free, although some special exhibits require a fee. Free parking is available on weekends in the Jones/Edenton Street lot. Museum hours are Monday through Saturday, 9 a.m. to 5 p.m., and Sunday, noon to 5 p.m.
6
The Raleigh Market
Located on the historic N.C. State Fairgrounds, The Raleigh Market is recognized as one of the Top 10 flea markets in the U.S. Each weekend, indoor and outdoor vendors showcase vintage goods and antiques, collectibles, new items, thrift items, crafts, art, jewelry and so much more. Food trucks, farm stands and fair food ensure customers do not leave hungry! The Raleigh Market is open Saturdays and Sundays, 9 am - 5 pm. Admission and parking are free.
7
Game On Escapes & More
We offer family friendly escape games and a game show appealing to a variety of ages. Great for corporate events, team outings, and just a fun night out with friends and family.
8
Bojangles' Coliseum
Located in Charlotte, NC - Since 1955, Bojangles' Coliseum has hosted concerts, family shows, conferences, sports events, and Charlotte Checkers hockey.
9
Sugar Creek Brewing Company
Sugar Creek Brewing Co. Bringing Belgian-inspired beer to the Carolinas and beyond, Sugar Creek Brewing Company combines the watchful eye of a Trappist Monk with the technical precision of nuclear engineering to craft fresh, full-flavored beers that are immensely satisfying and intensely drinkable. Using unique combinations of aromatic yeast strains, domestic and imported hops and award-winning malt varietys, Sugar Creek infuses traditional recipes with modern tastes and techniques to create beer that nourishes both mind and body. Sugar Creek Tap Room Mon-Wed: 4pm - 9pm Thursday: 4pm - 10pm Friday: 2pm - 10pm Saturday: 11am- 10pm Sunday: 12pm - 8pm Tighten the ropes and raise the sails, the Sugar Creek Brewing Co. Tap room is where your exploration begins! We have constructed a large taproom and private event room and staffed it with kind, courteous and knowledgeable beertenders. On tap you will find all of our year-round beers as well as seasonal and small-batch releases. Beers are available by the glass, 4 oz. Tasting flights, and growler fills via our Pegas CrafTap growler filler. The taproom is open for exploration seven days a week! Sugar Creek Private Event Room Adjacent to our taproom is our 1700 sqft private event room, complete with a private outdoor patio, private bar, and overhead projector. Private events are available seven days a week, for parties as small as 15 people. In addition to offering a full range of our favorite beers, Sugar Creek is happy to provide food services or accommodate outside catering.
10
The Black Fedora Comedy Mystery Theatre
Live theatre featuring clean comic whodunit shows, volunteer audience participation, a la carte appetizers, homemade desserts, and drinks -- at the downtown City Market. “Uproarious entertainment” - Thrillist.com
11
Edmondston-Alston House
Constructed nearly 200 years ago, circa 1825, the Edmondston-Alston House presents a unique history of the people, both free and enslaved, who lived and labored on this property. Its collection of furniture, silver and decorative arts, largely original to those who owned the house, constitutes a rich, complex history of Charleston in the 19th century. Commanding a magnificent view of Charleston Harbor, the Edmondston-Alston House has witnessed many historic moments in the port city’s history. One of the oldest houses along the High Battery, it withstood the American Civil War, the Earthquake of 1886, and numerous hurricanes; it has survived to share a piece of Charleston history.
12
Cathedral of St. John the Baptist
The oldest Roman Catholic church in Georgia.
13
Regal River City Marketplace Stadium 14
14
The Brumos Collection
The Brumos Collection imparts a sweeping story of automotive development through racing. More than a technical tale, the exhibition reveals the very soul in these machines-cars inspired by their predecessors, developed by masters, tested in competition and celebrated in history. Remarkable vehicles spanning three centuries show the collaborations and rivalries that changed the automotive world.
15
Downtown Cigar Lounge
Location in the heart of downtown Jacksonville in a 101 year-old historic building. We are home to a diverse selection of premium hand-rolled cigars from various regions and a variety of wines, beers and specialty drinks . DCL is not only about cigars we are also a gallery displaying the artwork of local artists.
16
Underbelly
Located in the heart of Downtown, in Jacksonville's "Elbow District", Underbelly isn't just a building and a stage where people come to enjoy music. It's much bigger than that. It's not the paint on the walls. It's not the brick, wood, and nails that hold it all together. It's not the lights or the electricity that define it. Underbelly is a garden. A place for people, regardless of who you are or what you do, to just leave it all at the door for a small while. It's a place for humans. People wanting to be just that. Surrounded by others that feel the same to come together for however long it may be, to be here and now - no more, no less. It's a place where the best musicians unite to create moments that exist nowhere else. Isn't that what it is all about? Finding those moments of magic that will stay with you forever? Well, that's what we sell. We sell magic in all sizes. So come with many, come with none, it doesn't matter. Because when you're here, you're home.
17
Peabody Auditorium
18
Boot Hill Saloon
19
News-Journal Center at Daytona State College
20
Daytona Escape Rooms Code to Escape
Looking for something different to do in Florida? Enjoy one or more of our rooms for your next conference or seminar! Have your next party with us! Code To Escape offers a unique, fun activity for friends or family. We are Florida's number one life escape room game also. Boring conferences, seminars? Make them exciting with these team building escape room exercises. Teams of 2 - 12 people will hav
21
Ed Walden's Bar
22
MetroWest Golf Club
MetroWest Golf Club, voted the best golf course in Orlando, is located just minutes away from Universal Orlando Resort. The club provides a fair, yet demanding challenge to make a pleasurable golf experience for players of all skill levels.
23
American Girl Orlando
Discover a place like no other, where lifelong memories are made, time together counts, and girls can be girls! Enjoy casual dining in the Bistro, where dolls are always welcome.
24
Teatro Martini
When the sun goes down at the circus, the acts get hotter, the laughs get bigger, and everything gets a whole lot crazier. Award winning acts from around the world will amaze and astound while the best of the best perform on the stage and all around you. Laugh till you can’t breath, watch till you can’t believe, and celebrate what happens when you finally get to see Teatro Martini. Located in Orlando, Florida, in the heart of I-Drive, this highly interactive show features circus performers from around the world including comedy magician, clowns, acrobats and performing puppies!
25
1001 Transportation
Airport Transportation Affordable flat rate Orlando & Miami ground transportation with over 20 years of combined experience. Our chauffeurs have earned an excellent reputation for exceptional standard of safety, reliability and professionalism Transportation in Orlando & Miami Florida.
26
The Legends Walk Course
27
Island H2O Water Park
Island H2O Water Park is your place for family fun! Tube slides, raft riding & splash zones, plus luxury cabana rentals at a sprawling water park.
28
Corpus Christi Catholic Church
Customize this Trip
OVERVIEW
Fredericksburg to Winter Haven
1
Start:Chop Suey Books
Richmond, Virginia·
4.5
(9) review
2913 W Cary St, Richmond, VA 23221-3515
2
Start:St. Paul's Episcopal Church
Richmond, Virginia·
4.5
(94) review
815 E Grace St, Richmond, VA 23219-3409
3
Start:Shockoe Bottom African Burial Ground
Richmond, Virginia·
4.5
(9) review
1554 E Broad St., Richmond, VA 23219
4
Start:Rockwood Park
Richmond, Virginia·
5.0
(9) review
3401 Courthouse Rd, Richmond, VA 23236-1438
5
Start:North Carolina Museum of History
Raleigh, North Carolina·
4.5
(936) review
Explore more than 14,000 years of North Carolina history, from the state's earliest inhabitants through the 20th century. The major exhibition The Story of North Carolina features fascinating artifacts, multimedia presentations, and an interactive format for all ages. Other exhibits highlight the state's military history, sports heroes, decorative arts and more. Monthly programs include children's programs, craft demonstrations and family events. The Museum Shop, featuring North Carolina crafts, and the on-site restaurant Pharaoh's at the Museum are open daily. Admission is free, although some special exhibits require a fee. Free parking is available on weekends in the Jones/Edenton Street lot. Museum hours are Monday through Saturday, 9 a.m. to 5 p.m., and Sunday, noon to 5 p.m.
6
Start:The Raleigh Market
Raleigh, North Carolina·
4.0
(96) review
Located on the historic N.C. State Fairgrounds, The Raleigh Market is recognized as one of the Top 10 flea markets in the U.S. Each weekend, indoor and outdoor vendors showcase vintage goods and antiques, collectibles, new items, thrift items, crafts, art, jewelry and so much more. Food trucks, farm stands and fair food ensure customers do not leave hungry! The Raleigh Market is open Saturdays and Sundays, 9 am - 5 pm. Admission and parking are free.
7
Start:Game On Escapes & More
Cary, North Carolina·
5.0
(98) review
We offer family friendly escape games and a game show appealing to a variety of ages. Great for corporate events, team outings, and just a fun night out with friends and family.
8
Start:Bojangles' Coliseum
Charlotte, North Carolina·
4.0
(98) review
Located in Charlotte, NC - Since 1955, Bojangles' Coliseum has hosted concerts, family shows, conferences, sports events, and Charlotte Checkers hockey.
9
Start:Sugar Creek Brewing Company
Charlotte, North Carolina·
4.5
(98) review
Sugar Creek Brewing Co. Bringing Belgian-inspired beer to the Carolinas and beyond, Sugar Creek Brewing Company combines the watchful eye of a Trappist Monk with the technical precision of nuclear engineering to craft fresh, full-flavored beers that are immensely satisfying and intensely drinkable. Using unique combinations of aromatic yeast strains, domestic and imported hops and award-winning malt varietys, Sugar Creek infuses traditional recipes with modern tastes and techniques to create beer that nourishes both mind and body. Sugar Creek Tap Room Mon-Wed: 4pm - 9pm Thursday: 4pm - 10pm Friday: 2pm - 10pm Saturday: 11am- 10pm Sunday: 12pm - 8pm Tighten the ropes and raise the sails, the Sugar Creek Brewing Co. Tap room is where your exploration begins! We have constructed a large taproom and private event room and staffed it with kind, courteous and knowledgeable beertenders. On tap you will find all of our year-round beers as well as seasonal and small-batch releases. Beers are available by the glass, 4 oz. Tasting flights, and growler fills via our Pegas CrafTap growler filler. The taproom is open for exploration seven days a week! Sugar Creek Private Event Room Adjacent to our taproom is our 1700 sqft private event room, complete with a private outdoor patio, private bar, and overhead projector. Private events are available seven days a week, for parties as small as 15 people. In addition to offering a full range of our favorite beers, Sugar Creek is happy to provide food services or accommodate outside catering.
10
Start:The Black Fedora Comedy Mystery Theatre
Charleston, South Carolina·
4.5
(993) review
Live theatre featuring clean comic whodunit shows, volunteer audience participation, a la carte appetizers, homemade desserts, and drinks -- at the downtown City Market. “Uproarious entertainment” - Thrillist.com
11
Start:Edmondston-Alston House
Charleston, South Carolina·
4.5
(992) review
Constructed nearly 200 years ago, circa 1825, the Edmondston-Alston House presents a unique history of the people, both free and enslaved, who lived and labored on this property. Its collection of furniture, silver and decorative arts, largely original to those who owned the house, constitutes a rich, complex history of Charleston in the 19th century. Commanding a magnificent view of Charleston Harbor, the Edmondston-Alston House has witnessed many historic moments in the port city’s history. One of the oldest houses along the High Battery, it withstood the American Civil War, the Earthquake of 1886, and numerous hurricanes; it has survived to share a piece of Charleston history.
12
Start:Cathedral of St. John the Baptist
Savannah, Georgia·
5.0
(9819) review
The oldest Roman Catholic church in Georgia.
13
Start:Regal River City Marketplace Stadium 14
Jacksonville, Florida·
4.5
(9) review
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
14
Start:The Brumos Collection
Jacksonville, Florida·
5.0
(9) review
The Brumos Collection imparts a sweeping story of automotive development through racing. More than a technical tale, the exhibition reveals the very soul in these machines-cars inspired by their predecessors, developed by masters, tested in competition and celebrated in history. Remarkable vehicles spanning three centuries show the collaborations and rivalries that changed the automotive world.
15
Start:Downtown Cigar Lounge
Jacksonville, Florida·
4.5
(9) review
Location in the heart of downtown Jacksonville in a 101 year-old historic building. We are home to a diverse selection of premium hand-rolled cigars from various regions and a variety of wines, beers and specialty drinks . DCL is not only about cigars we are also a gallery displaying the artwork of local artists.
16
Start:Underbelly
Jacksonville, Florida·
3.5
(9) review
Located in the heart of Downtown, in Jacksonville's "Elbow District", Underbelly isn't just a building and a stage where people come to enjoy music. It's much bigger than that. It's not the paint on the walls. It's not the brick, wood, and nails that hold it all together. It's not the lights or the electricity that define it. Underbelly is a garden. A place for people, regardless of who you are or what you do, to just leave it all at the door for a small while. It's a place for humans. People wanting to be just that. Surrounded by others that feel the same to come together for however long it may be, to be here and now - no more, no less. It's a place where the best musicians unite to create moments that exist nowhere else. Isn't that what it is all about? Finding those moments of magic that will stay with you forever? Well, that's what we sell. We sell magic in all sizes. So come with many, come with none, it doesn't matter. Because when you're here, you're home.
17
Start:Peabody Auditorium
Daytona Beach, Florida·
4.5
(96) review
600 Auditorium Blvd, Daytona Beach, FL 32118-4247
18
Start:Boot Hill Saloon
Daytona Beach, Florida·
4.5
(90) review
310 Main St, Daytona Beach, FL 32118-4436
19
Start:News-Journal Center at Daytona State College
Daytona Beach, Florida·
4.5
(9) review
221 N Beach St, Daytona Beach, FL 32114-3321
20
Start:Daytona Escape Rooms Code to Escape
Daytona Beach, Florida·
4.5
(98) review
Looking for something different to do in Florida? Enjoy one or more of our rooms for your next conference or seminar! Have your next party with us! Code To Escape offers a unique, fun activity for friends or family. We are Florida's number one life escape room game also. Boring conferences, seminars? Make them exciting with these team building escape room exercises. Teams of 2 - 12 people will hav
21
Start:Ed Walden's Bar
Daytona Beach, Florida·
4.5
(9) review
745 S Beach St, Daytona Beach, FL 32114-5401
22
Start:MetroWest Golf Club
Orlando, Florida·
3.0
(96) review
MetroWest Golf Club, voted the best golf course in Orlando, is located just minutes away from Universal Orlando Resort. The club provides a fair, yet demanding challenge to make a pleasurable golf experience for players of all skill levels.
23
Start:American Girl Orlando
Orlando, Florida·
4.5
(98) review
Discover a place like no other, where lifelong memories are made, time together counts, and girls can be girls! Enjoy casual dining in the Bistro, where dolls are always welcome.
24
Start:Teatro Martini
Orlando, Florida·
4.5
(960) review
When the sun goes down at the circus, the acts get hotter, the laughs get bigger, and everything gets a whole lot crazier. Award winning acts from around the world will amaze and astound while the best of the best perform on the stage and all around you. Laugh till you can’t breath, watch till you can’t believe, and celebrate what happens when you finally get to see Teatro Martini. Located in Orlando, Florida, in the heart of I-Drive, this highly interactive show features circus performers from around the world including comedy magician, clowns, acrobats and performing puppies!
25
Start:1001 Transportation
Orlando, Florida·
5.0
(98) review
Airport Transportation Affordable flat rate Orlando & Miami ground transportation with over 20 years of combined experience. Our chauffeurs have earned an excellent reputation for exceptional standard of safety, reliability and professionalism Transportation in Orlando & Miami Florida.
26
Start:The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
27
Start:Island H2O Water Park
Kissimmee, Florida·
3.5
(96) review
Island H2O Water Park is your place for family fun! Tube slides, raft riding & splash zones, plus luxury cabana rentals at a sprawling water park.
28
Start:Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
CHECKLIST
GPS device or app
Download Offline Map
Car charger and portable battery
Water bottles and snacks
Travel pillow and blanket
Sunglasses and sunscreen
First-aid kit
Trash bags
Hand sanitizer and wet wipes
Driver’s license and vehicle registration
Cash and cards
Camera or smartphone
Unlock Effortless Travel Planning
Create your dream trip in minutes by this prompt. Try now!
EXPLORE MORE
Discover Exciting Road Trip Inspirations
Fredericksburg to Lakewood
1,675 miles
30h 34m
22 stops
ShoppingWater & Amusement ParksSights & LandmarksTraveler ResourcesFood & Drink
Fredericksburg to Sunnyvale
2,864 miles
50h 49m
48 stops
Sights & LandmarksNature & ParksWater & Amusement ParksMuseumsFun & Games
Fredericksburg to Kansas City
1,063 miles
20h 8m
20 stops
ShoppingWater & Amusement ParksFood & DrinkSights & LandmarksTraveler Resources
Fredericksburg to Macon
630 miles
12h 2m
23 stops
MuseumsSights & LandmarksNature & ParksShoppingOutdoor Activities
Fredericksburg to Warner Robins
643 miles
12h 26m
18 stops
MuseumsSights & LandmarksNature & ParksShoppingOutdoor Activities
Fredericksburg to Port Arthur
1,270 miles
23h 53m
23 stops
Sights & LandmarksNature & ParksMuseumsNightlifeSpas & Wellness
EXPLORE OTHER
Check Out Different Road Trip Options
Victorville to Garland
1,360 miles
23h 41m
30 stops
Sights & LandmarksSpas & WellnessShoppingFun & GamesConcerts & Shows
Sunnyvale to Huntington Beach
382 miles
7h 17m
24 stops
Outdoor ActivitiesMuseumsFun & GamesNature & ParksSights & Landmarks
Mission Viejo to Sioux Falls
1,681 miles
29h 0m
19 stops
Outdoor ActivitiesMuseumsTraveler ResourcesNature & ParksSights & Landmarks
Hartford to Tucson
2,492 miles
45h 52m
40 stops
Sights & LandmarksNature & ParksOutdoor ActivitiesFun & GamesShopping
Muskegon to Lincoln
690 miles
12h 53m
29 stops
Nature & ParksSights & LandmarksMuseumsShoppingWater & Amusement Parks
Boston to Queens
207 miles
4h 26m
31 stops
Concerts & ShowsFun & GamesShoppingToursNightlife
FAQ
Frequently Asked Questions
What's the driving distance between Fredericksburg and Winter Haven?
The distance is 848 miles
What's the travel time between Fredericksburg and Winter Haven?
The driving time can vary depending on traffic conditions, but it is typically 15h 46m mins in normal traffic
What are some of the best cities to visit between Fredericksburg and Winter Haven?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Winter Haven?
There are plenty! Here are some stops you shouldn’t miss on your way to Winter Haven
What’s the weather like in Winter Haven?
The weather in Winter Haven is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Winter Haven in January
Weather in Winter Haven in February
Weather in Winter Haven in March
Weather in Winter Haven in April
Weather in Winter Haven in May
Weather in Winter Haven in June
Weather in Winter Haven in July
Weather in Winter Haven in August
Weather in Winter Haven in September
Weather in Winter Haven in October
Weather in Winter Haven in November
Weather in Winter Haven in December
Interested in a detailed plan for your time in Winter Haven?
Plan your dream Winter Haven trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Winter Haven
A 2-day itinerary in Winter Haven
A 3-day itinerary in Winter Haven
A 4-day itinerary in Winter Haven
A 5-day itinerary in Winter Haven
A 6-day itinerary in Winter Haven
Where else can I travel to if I'm starting my trip in Fredericksburg?
We have a lot of great trip options for Fredericksburg! See the links below for all the itineraries we created for you